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Differences

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Chicago

Chicago

Gap top
The '&' (ampersand) looks like 'Et' with a gap at the top.
Single
The diagonal strokes of the upper-case 'K' meet at the vertical (with or without a gap).
Above
The centre vertex of the upper-case 'M' is above the baseline.
Angled
The top storey of the '3' is a sharp angle.
Parallel
The upper-case 'A' has parallel verticals.
U-shaped
The sides of the lower-case 'y' are parallel (U-shaped).
Square/rectangle
The dot on the lower-case 'i' or 'j' is square or rectangular.
Vertical
The tail of the upper-case 'J' points vertically.
None
The lower-case 'b' has no lower spur, foot, or serif.
Trident
The centre strokes of the upper-case 'W' form one centre stroke.

Note that the fonts in the icons shown above represent general examples, not necessarily the two fonts chosen for comparison.

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Charcoal

Charcoal

Closed
The '&' (ampersand) is traditional style with two enclosed loops.
Double
The diagonal strokes of the upper-case 'K' meet in a 'T'.
Baseline
The centre vertex of the upper-case 'M' is on the baseline.
Round
The top storey of the '3' is a smooth curve.
Tapered
The upper-case 'A' has tapered verticals.
V-shaped
The sides of the lower-case 'y' are angled (V-shaped).
Circle
The dot on the lower-case 'i' or 'j' is circular or oval.
Angled
The tail of the upper-case 'J' points horizontally or slightly upwards.
Spur/foot
The lower-case 'b' has a downward-pointing spur or foot (pointed or flat).
Vertex
The centre strokes of the upper-case 'W' meet at a vertex.